Product Name

  • Name

    1,6-Hexanediol diglycidyl ether

  • EINECS 240-260-4
  • CAS No. 16096-31-4
  • Article Data7
  • CAS DataBase
  • Density 1.076 g/cm3
  • Solubility
  • Melting Point
  • Formula C12H22O4
  • Boiling Point 328.7 °C at 760 mmHg
  • Molecular Weight 230.304
  • Flash Point 120 °C
  • Transport Information
  • Appearance Clear liquid
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 16096-31-4 (1,6-Hexanediol diglycidyl ether)
  • Hazard Symbols
  • Synonyms Hexane,1,6-bis(2,3-epoxypropoxy)- (6CI,8CI);1,6-Bis(glycidyloxy)hexane;1,6-Hexamethylenediol diglycidyl ether;Hexamethylene diglycidyl ether;Hexamethylene glycol diglycidyl ether;Hexanediol diglycidyl ether;NPEK 051;ZH 16;
  • PSA 43.52000
  • LogP 1.37760

Synthetic route

1,6-hexanediol
629-11-8

1,6-hexanediol

epichlorohydrin
106-89-8

epichlorohydrin

1,6 hexanediol diglycidyl ether
16096-31-4

1,6 hexanediol diglycidyl ether

Conditions
ConditionsYield
With tetrabutyl-ammonium chloride; sodium hydroxide In water at 40℃; for 2h;68.2%
With tetrabutylammomium bromide; sodium hydroxide In water at 40℃; for 2h;
Etherification;
tin(IV) chloride Etherification;
1,6-bis(allyloxy)hexane
81866-56-0

1,6-bis(allyloxy)hexane

A

1,6 hexanediol diglycidyl ether
16096-31-4

1,6 hexanediol diglycidyl ether

B

C12H22O3
1246463-46-6

C12H22O3

Conditions
ConditionsYield
With dihydrogen peroxide; benzonitrile; triethylamine In water at 60℃; for 25h; Conversion of starting material;A 29%
B 44%
1,6-hexanediol
629-11-8

1,6-hexanediol

epichlorohydrin
106-89-8

epichlorohydrin

A

1,6 hexanediol diglycidyl ether
16096-31-4

1,6 hexanediol diglycidyl ether

B

6-hydroxy hexyl glycidyl ether

6-hydroxy hexyl glycidyl ether

Conditions
ConditionsYield
With potassium hydroxide In tetrahydrofuran for 5h; Heating;A 14 g
B 50 g
1,6-hexanediol
629-11-8

1,6-hexanediol

1,2-Epoxy-3-bromopropane
3132-64-7

1,2-Epoxy-3-bromopropane

A

1,6 hexanediol diglycidyl ether
16096-31-4

1,6 hexanediol diglycidyl ether

B

6-hydroxy hexyl glycidyl ether

6-hydroxy hexyl glycidyl ether

Conditions
ConditionsYield
With potassium hydroxide In tetrahydrofuran for 7h; Heating;A 35 g
B 35 g
1-chloro-3-[6-(3-chloro-2-hydroxy-propoxy)-hexyloxy]-propan-2-ol
20387-39-7

1-chloro-3-[6-(3-chloro-2-hydroxy-propoxy)-hexyloxy]-propan-2-ol

1,6 hexanediol diglycidyl ether
16096-31-4

1,6 hexanediol diglycidyl ether

Conditions
ConditionsYield
With sodium hydride In hexane; toluene at 20℃; for 0.0833333h; Cyclization;228 mg
1,6-hexanediol
629-11-8

1,6-hexanediol

1,6 hexanediol diglycidyl ether
16096-31-4

1,6 hexanediol diglycidyl ether

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: SnCl4 / toluene; heptane / 3 h / 90 °C
2: 228 mg / NaH / toluene; hexane / 0.08 h / 20 °C
View Scheme
1,6 hexanediol diglycidyl ether
16096-31-4

1,6 hexanediol diglycidyl ether

2-oxo-1,3-dioxolane-4-carboxylic acid
871835-30-2

2-oxo-1,3-dioxolane-4-carboxylic acid

C20H30O14

C20H30O14

Conditions
ConditionsYield
With chromium(III) acetylacetonate; triethylamine In tetrahydrofuran at 80℃; for 16h;100%
1,6 hexanediol diglycidyl ether
16096-31-4

1,6 hexanediol diglycidyl ether

(2-dimethylamino-1-(4-morpholinophenyl)-2-(4-carboxyphenylmethyl)butan-1-one)

(2-dimethylamino-1-(4-morpholinophenyl)-2-(4-carboxyphenylmethyl)butan-1-one)

C60H82N4O12

C60H82N4O12

Conditions
ConditionsYield
With tetrabutylammomium bromide In acetonitrile for 10h; Reflux;88%
1,6 hexanediol diglycidyl ether
16096-31-4

1,6 hexanediol diglycidyl ether

3-{[6-(2,3-dihydroxypropoxy)hexyl]oxy}-1,2-propanediol

3-{[6-(2,3-dihydroxypropoxy)hexyl]oxy}-1,2-propanediol

Conditions
ConditionsYield
With water; trifluoroacetic acid Hydrolysis; ring cleavage;63%
1,6 hexanediol diglycidyl ether
16096-31-4

1,6 hexanediol diglycidyl ether

n-Octylamine
111-86-4

n-Octylamine

di[(2-hydroxy-3-octylamino)propyloxy]hexamethylene
189192-11-8

di[(2-hydroxy-3-octylamino)propyloxy]hexamethylene

Conditions
ConditionsYield
In ethanol for 4h;105 g
1,6 hexanediol diglycidyl ether
16096-31-4

1,6 hexanediol diglycidyl ether

acetic anhydride
108-24-7

acetic anhydride

acetic acid
64-19-7

acetic acid

acetic acid 2-acetoxy-1-[6-(2,3-diacetoxy-propoxy)-hexyloxymethyl]-ethyl ester

acetic acid 2-acetoxy-1-[6-(2,3-diacetoxy-propoxy)-hexyloxymethyl]-ethyl ester

Conditions
ConditionsYield
Acetoxylation; acetylation; ring cleavage;
1,6 hexanediol diglycidyl ether
16096-31-4

1,6 hexanediol diglycidyl ether

reduced [3H]glutathione
148102-19-6

reduced [3H]glutathione

A

oxidized glutathione

oxidized glutathione

B

(S)-2-Amino-4-[2-[3-(6-{3-[2-((S)-4-amino-4-carboxy-butyrylamino)-2-(carboxymethyl-carbamoyl)-ethylsulfanyl]-2-hydroxy-propoxy}-hexyloxy)-2-hydroxy-propylsulfanyl]-1-(carboxymethyl-carbamoyl)-ethylcarbamoyl]-butyric acid

(S)-2-Amino-4-[2-[3-(6-{3-[2-((S)-4-amino-4-carboxy-butyrylamino)-2-(carboxymethyl-carbamoyl)-ethylsulfanyl]-2-hydroxy-propoxy}-hexyloxy)-2-hydroxy-propylsulfanyl]-1-(carboxymethyl-carbamoyl)-ethylcarbamoyl]-butyric acid

Conditions
ConditionsYield
In phosphate buffer; dimethyl sulfoxide at 20℃; for 18h; pH=7.4; Enzyme kinetics; Kinetics; Further Variations:; Reaction partners; Condensation;
1,6 hexanediol diglycidyl ether
16096-31-4

1,6 hexanediol diglycidyl ether

2-methyl-2-morpholin-4-yl-1-(4-piperazinylphenyl)propan-1-one
886463-09-8

2-methyl-2-morpholin-4-yl-1-(4-piperazinylphenyl)propan-1-one

C48H76N6O8

C48H76N6O8

Conditions
ConditionsYield
1,8-diazabicyclo[5.4.0]undec-7-ene In toluene for 10h; Heating / reflux;
2-Benzoylbenzoic acid
85-52-9

2-Benzoylbenzoic acid

1,6 hexanediol diglycidyl ether
16096-31-4

1,6 hexanediol diglycidyl ether

C40H42O10

C40H42O10

Conditions
ConditionsYield
With triphenylphosphine at 110℃; for 8h;
1,6 hexanediol diglycidyl ether
16096-31-4

1,6 hexanediol diglycidyl ether

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

1,6-bis[(γ-butyrolactone-4-yl)methyloxy]hexane

1,6-bis[(γ-butyrolactone-4-yl)methyloxy]hexane

Conditions
ConditionsYield
Stage #1: 1,6-diglycidyloxy hexamethylene; malonic acid dimethyl ester With potassium tert-butylate In tert-butyl alcohol for 16h; Reflux;
Stage #2: With sodium hydroxide In tert-butyl alcohol at 70℃; for 5h;
64 g
1,6 hexanediol diglycidyl ether
16096-31-4

1,6 hexanediol diglycidyl ether

1,6-hexanediol
629-11-8

1,6-hexanediol

Octamethyltrisiloxane
107-51-7

Octamethyltrisiloxane

acrylic acid
79-10-7

acrylic acid

C84H178O36Si6

C84H178O36Si6

Conditions
ConditionsYield
Stage #1: octamethyltrisiloxabe; acrylic acid With dihydrogen hexachloroplatinate at 80℃; for 48h;
Stage #2: 1,6-diglycidyloxy hexamethylene With tetrabutylammomium bromide; hydroquinone at 100℃; for 14h;
Stage #3: 1,6-hexanediol With sulfuric acid at 140℃; for 6h;
1,6 hexanediol diglycidyl ether
16096-31-4

1,6 hexanediol diglycidyl ether

2,2-bis(hydroxymethyl)propionic acid
4767-03-7

2,2-bis(hydroxymethyl)propionic acid

C22H42O12

C22H42O12

Conditions
ConditionsYield
With triphenylphosphine at 140℃; for 3h;
1,6 hexanediol diglycidyl ether
16096-31-4

1,6 hexanediol diglycidyl ether

carbon dioxide
124-38-9

carbon dioxide

C14H22O8

C14H22O8

Conditions
ConditionsYield
With [N,N'-bis(2-pyridinylmethyl)cyclohexane-1,2-diamine]iron(II) chloride; tetrabutylammomium bromide In neat (no solvent) at 100℃; under 22502.3 Torr; for 4h; Catalytic behavior; Time; Autoclave; Glovebox; Green chemistry;
1,6 hexanediol diglycidyl ether
16096-31-4

1,6 hexanediol diglycidyl ether

C12H18N2

C12H18N2

C37H64N2O8

C37H64N2O8

Conditions
ConditionsYield
at 75℃; for 3h;
1,6 hexanediol diglycidyl ether
16096-31-4

1,6 hexanediol diglycidyl ether

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

C18H28N3O4(1+)

C18H28N3O4(1+)

Conditions
ConditionsYield
Stage #1: 1,6-diglycidyloxy hexamethylene; 1,2-diamino-benzene at 65℃; for 1.5h; Inert atmosphere;
Stage #2: With sulfuric acid; sodium nitrite In water at -10℃; for 3.5h;

1,6-Hexanediol diglycidyl ether Chemical Properties

Molecular Structure of Oxirane, 2,2'-(1,6-hexanediylbis(oxymethylene))bis- (CAS NO.16096-31-4):

Molecular Formula: C12H22O4
Molecular Weight: 230.3007
IUPAC Name: 2-[6-(Oxiran-2-ylmethoxy)hexoxymethyl]oxirane
Synonyms of Oxirane, 2,2'-(1,6-hexanediylbis(oxymethylene))bis- (CAS NO.16096-31-4): 1,6-Hexanediol diglycidyl ether ; EINECS 240-260-4 ; 1,6-Bis(2,3-epoxypropoxy)hexane
CAS NO: 16096-31-4
Classification Code: TSCA Flag E [Subject to the Section 5(e) Consent Order of TSCA] ; TSCA Flag P [A commenced PMN (Premanufacture Notice) substance] ; TSCA Flag S [Substance is identified in a proposed or final SNUR (Significant New Use Rule) under TSCA] 
Index of Refraction: 1.475
Molar Refractivity: 60.28 cm3
Molar Volume: 213.9 cm3
Surface Tension: 41.8 dyne/cm
Density: 1.076 g/cm3
Flash Point: 120 °C
Enthalpy of Vaporization: 54.85 kJ/mol
Boiling Point: 328.7 °C at 760 mmHg
Vapour Pressure of Oxirane, 2,2'-(1,6-hexanediylbis(oxymethylene))bis- (CAS NO.16096-31-4): 0.000355 mmHg at 25°C

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